Let's Go Sailing!


Cast Off Sailing provides Luxury Sail Yacht Charters in San Diego.  Our public charters accommodate up to 6 passengers and private charters accommodate up to 10 sailors.

All of our yacht charters are small groups, it's like sailing with your best friends!

Click BOOK NOW below to see our online calender and availability.

sail san diego
sunset sail san diego
San Diego whale watching

San Diego Bay Day Sailing Experience

We accommodate small groups who enjoy sailing and we want you to participate as much, or as little, as you would like. Guests can sit back and relax or pilot the sailboat and be as active in the operation of the boat as they wish.  Day sailing in a strong San Diego breeze provides the perfect atmosphere to relax and get away from it all. 


San Diego Bay Sunset Sailing Experience

Take advantage of one of San Diego's finest highlights on our comfortable sailing yacht as we depart from 
Sunroad Resort Marina on Harbor Island and sail along the San Diego Skyline and enjoy a beautiful sunset on 
San Diego Bay.



E-Mail for availability and larger group rates up to 12 sailors


 Gray Whale watching from our sail yacht is typically quiet compared to most other boats with large crowds.

   Reserve Queen Anne's Revenge now, our whale watching season is short!  Trips are available  starting December 26th-February 28th.

During this migration we guarantee whale sightings on our schedule trips, or you sail with us again until you see 

About Cast Off Sailing

Hi there, my name is Aaron Berco and I am the owner/operator at Cast Off Sailing.  I love the ocean, the animals in it, and sailing on it!  As far back as I can remember our family vacations were beach and ocean oriented, and as I got older I found myself gravitating towards the water on my own.  My first professional experience on the water came aboard a live aboard scuba diving boat in the waters off Southern California & Baja California, Mexico.   After serveral years of being at sea and living on my sailboat in Mission Bay I decided it was time to be closer to home and began my sailing charters at Cast Off Sailing.  

I currently hold a USCG 100 Ton Master License with a Sailing Endorsement and have logged well over 30,000 nautical miles at sea.  I'd love to have you, your family and your friends on board!

Call us


Open 7 days a week:

              9 a.m. - 7 p.m. 

We are closed Thanksgiving Day and Christmas Day. 

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See directions and marina map below to find our location in the marina.  We do not have an on-site office, we will meet at the gate.  

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We will meet at the top of the ramp at Gate 1, docks "A-D" which is located at the 
North-West corner of the marina parking lot.

Plan to arrive 10-15 minutes before departure time, your Captain will meet you at the gate
10 minutes before departure time.

Please be on time, as we sail promptly at the scheduled departure time.

We do not have an on-site office, we will meet at the gate.

We are conveniently located at Sunroad Resort Marina on San Diego's Harbor Island, 955 
Harbor Island Drive, San Diego, CA 92101.

Parking is $10-$15 per car in the marina parking lot where there is ample parking.


Spinnaker Sailing

Our Asymmetrical Spinnaker is available on our Private 4 Hour Open Ocean Sailing Charter!